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S4443

Sigma-Aldrich

SCH-28080

≥98% (HPLC), solid

Synonym(s):

2-methyl-8-(phenylmethoxy)imidazo[1,2-a]pyridine-3-acetonitrile

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About This Item

Empirical Formula (Hill Notation):
C17H15N3O
CAS Number:
76081-98-6
Molecular Weight:
277.32
MDL number:
MFCD00834620
UNSPSC Code:
12352200
PubChem Substance ID:
24278810
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

solid

color

white to light tan

solubility

DMSO: soluble >10 mg/mL
H2O: insoluble

compatibility

for use with ABI 7700

storage temp.

−20°C

SMILES string

Cc1nc2c(OCc3ccccc3)cccn2c1CC#N

InChI

1S/C17H15N3O/c1-13-15(9-10-18)20-11-5-8-16(17(20)19-13)21-12-14-6-3-2-4-7-14/h2-8,11H,9,12H2,1H3

InChI key

PYKJFEPAUKAXNN-UHFFFAOYSA-N

Application

SCH-28080 was used to treat zebrafish embryos to study the role of H+/K+-ATPase in establishment of left-right axis during development.

Biochem/physiol Actions

SCH-28080 is a potent inhibitor of gastric H+ and K+-ATPase. The novel antiulcer agents, SCH-28080 and SCH-32651 were examined for their ability to inhibit the H+K+ ATPase enzyme activity in a preparation of microsomal membranes from rabbit fundic mucosa. SCH- 28080 inhibited the isolated enzyme activity with a potency similar to omeprazole, IC50s of 2.5 and 4.0 μM respectively. SCH 32651 was less potent exhibiting an IC50 of 200.0 μM. Both compounds may therefore exert their antisecretory activity via a direct inhibition of the parietal cell H+K+ ATPase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Taku Hibino et al.
Development genes and evolution, 216(5), 265-276 (2006-03-15)
The degree of conservation among phyla of early mechanisms that pattern the left-right (LR) axis is poorly understood. Larvae of sea urchins exhibit consistently oriented LR asymmetry. The main part of the adult rudiment is formed from the left coelomic
Yasunobu Hori et al.
The Journal of pharmacology and experimental therapeutics, 335(1), 231-238 (2010-07-14)
Proton pump inhibitors (PPIs) are widely used in the treatment of acid-related diseases. However, several unmet medical needs, such as suppression of night-time acid secretion and rapid symptom relief, remain. In this study, we investigated the pharmacological effects of 1-[5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamine
Herman G P Swarts et al.
Biochimica et biophysica acta, 1768(3), 580-589 (2006-12-02)
The primary sequence of non-gastric H,K-ATPase differs much more between species than that of Na,K-ATPase or gastric H,K-ATPase. To investigate whether this causes species-dependent differences in enzymatic properties, we co-expressed the catalytic subunit of human non-gastric H,K-ATPase in Sf9 cells
C K Scott et al.
European journal of pharmacology, 112(2), 268-270 (1985-06-07)
The novel antiulcer agents, SCH 28080 and SCH 32651 were examined for their ability to inhibit the H+K+ ATPase enzyme activity in a preparation of microsomal membranes from rabbit fundic mucosa. SCH 28080 inhibited the isolated enzyme activity with a
Jiahong Shao et al.
Biochimica et biophysica acta, 1800(9), 906-911 (2010-07-03)
The H,K-ATPase, consisting of α and ß subunits, belongs to the P-type ATPase family. There are two isoforms of the α subunit, HKα₁ and HKα₂ encoded by different genes. The ouabain-resistant gastric HKα₁-H,K-ATPase is Sch28080-sensitive. However, the colonic HKα₂-H,K-ATPase from
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